Methanol → Methyl 10,12-tricosadiynoate

HRID 502486

반응식

HRID 502486 반응식
[C:1]([OH:25])(=[O:24])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]#[C:11][C:12]#[C:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23].CO.[CH:28](Cl)(Cl)Cl>S(=O)(=O)(O)O.C(O)C>[C:1]([O:25][CH3:28])(=[O:24])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]#[C:11][C:12]#[C:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23]

참가 물질

6

반응물 3

HCID 887MethanolHCID 6212ChloroformHCID 53845710,12-Tricosadiynoic Acid

생성물 1

HCID 9968876Methyl 10,12-tricosadiynoate

시약·촉매·용매 2

HCID 1118Sulfuric Acid촉매HCID 702Ethanol용매

실험 절차

10,12-tricosadiynoic acid (10 gm., GFS Chemicals) was dissolved in a solution containing 10 ml methanol (HPLC grade) and 10 ml chloroform (HPLC grade). The solution was stirred at room temperature and 10 drops of neat sulfuric acid was added drop wise. The solution was warmed to 100° F. for 2 hour. The reaction mixture was purified using column chromatography. The product (MeTDA) was dried using a Rotovap and the material stored in a chloroform solution. The solid form of MeTDA was very unstable to polymerization and therefore kept dissolved in organic solutions. Alcoholic solutions of MePDA and MeTDA: Solids MePDA or MeTDA were dissolved in reagent grade ethanol to a concentration of 150 mg/ml. A residual polymer was removed by filtration through Whatman No. 1 filter paper. The solutions were held at room temperature or slightly above (70-75° F.) to avoid crystallization or precipitation.

후처리

  1. temperatureThe solution was warmed to 100° F. for 2 hour
  2. customThe reaction mixture was purified
  3. customThe product (MeTDA) was dried
  4. customThe solid form of MeTDA was very unstable to polymerization
  5. dissolutionkept dissolved in organic solutions
  6. customA residual polymer was removed by filtration through Whatman No
  7. filtration1 filter paper
  8. customwere held at room temperature or slightly above (70-75° F.)
  9. customcrystallization or precipitation

출처 및 근거

ORD 기록
ord-cca5da1c7f3d4848a7a772c8c92dcd53
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07776371B2

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